期刊
JOURNAL OF ORGANIC CHEMISTRY
卷 83, 期 19, 页码 12334-12356出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.8b02068
关键词
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资金
- ERC (European Research Council, Starting Grant iTools4MC) [iTools4MC, 334840]
- SNF [CRSII5_171026]
- EPFL
Azides are building blocks of increasing importance in synthetic chemistry, chemical biology, and materials science. Azidobenziodoxolone (ABX, Zhdankin reagent) is a valuable azide source, but its safety profile has not been thoroughly established. Herein, we report a safety study of ABX, which shows its hazardous nature. We introduce two derivatives, tBu-ABX and ABZ (azidobenziodazolone), with a better safety profile, and use them in established photoredox- and metal-mediated azidations, and in a new ring-expansion of silylated cyclobutanols to give azidated cyclopentanones.
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